1-benzyloxy-2-(2-carboxy-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene

Base Information

• Chemical Name: 1-benzyloxy-2-(2-carboxy-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene
• CAS No.: 149526-49-8
• Molecular Formula: C₂₇H₂₂O₇
• Molecular Weight: 458.467

Synonyms:1-benzyloxy-2-(2-carboxy-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene

Chemical Property of 1-benzyloxy-2-(2-carboxy-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene

Chemical Property:

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Technology Process of 1-benzyloxy-2-(2-carboxy-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene

There total 5 articles about 1-benzyloxy-2-(2-carboxy-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.2%

1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene (149526-48-7) → 1-benzyloxy-2-(2-carboxy-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene (149526-49-8)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; at 10 ℃; for 4h;

DOI:10.1039/P19930001019

Reference yield:

2-<4-(7-methoxy-2-methylbenzofuranyl)>-6,7-methylenedioxy-3,4-dihydronaphthalen-1(2H)-one (130627-30-4) → 1-benzyloxy-2-(2-carboxy-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene (149526-49-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) isoprenyl acetate, p-TsOH*H₂O, 2.) DDQ / 1.) reflux, 120 h, 2.) 90 deg C, 0.5 h

2: 81 percent / potassium carbonate / dimethylformamide / 1.33 h / 60 °C

3: 1.) O₃, 2.) dimethyl sulfide / 1.) CH₂Cl₂, -70 deg C, 50 dm³ h^-1, 6 min, 2.) r.t., 1 h

4: 81.9 percent / potassium carbonate / dimethylformamide / 2.5 h / 40 °C

5: 85.2 percent / 30percent hydrogen peroxide, sodium phosphate monobasic dihydrate, 80percent sodium chlorite / acetonitrile; H₂O / 4 h / 10 °C

With sodium chlorite; sodium dihydrogenphosphate; dimethylsulfide; 1-acetoxy-2-methyl-buta-1,3-diene; dihydrogen peroxide; potassium carbonate; toluene-4-sulfonic acid; ozone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/P19930001019

Reference yield:

2-<4-(7-methoxy-2-methylbenzofuranyl)>-6,7-(methylenedioxy)-1-naphthol (149526-45-4) → 1-benzyloxy-2-(2-carboxy-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene (149526-49-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / potassium carbonate / dimethylformamide / 1.33 h / 60 °C

2: 1.) O₃, 2.) dimethyl sulfide / 1.) CH₂Cl₂, -70 deg C, 50 dm³ h^-1, 6 min, 2.) r.t., 1 h

3: 81.9 percent / potassium carbonate / dimethylformamide / 2.5 h / 40 °C

4: 85.2 percent / 30percent hydrogen peroxide, sodium phosphate monobasic dihydrate, 80percent sodium chlorite / acetonitrile; H₂O / 4 h / 10 °C

With sodium chlorite; sodium dihydrogenphosphate; dimethylsulfide; dihydrogen peroxide; potassium carbonate; ozone; In water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/P19930001019

upstream raw materials:

1-benzyloxy-2-(2-formyl-3,4-dimethoxyphenyl)-6,7-methylenedioxynaphthalene

2-<4-(7-methoxy-2-methylbenzofuranyl)>-6,7-methylenedioxy-3,4-dihydronaphthalen-1(2H)-one

2-<4-(7-methoxy-2-methylbenzofuranyl)>-6,7-(methylenedioxy)-1-naphthol

1-benzyloxy-2-(2-formyl-3-hydroxy-4-methoxyphenyl)-6,7-methylenedioxynaphthalene

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